Synergistic insecticidal compositions



United States Patent 2 990 322 SYNERGISTIC INSETIIDAL COMPOSITIONS Howard A. Jones and John A. Garman, Baltimore, Md., and Berton C. Dickinson, Lyndonville, N.Y., assignors 2,990,322 Patented June 27, 1961 tion may be used on a wide variety of insect and mite species, but are particularly eifective against house flies. The combinations are highly effective and economical to use for such large-scale insecticidal requirements, as the to Food Machinery Chemical Corporation, New 5 control of truck crop, forage crop and orchard insects. N l N'Y'! 3 FQ 'P I I t? i gw g l 1955 S The synergistic compositions of this invention can be 0" rawlng. rlgln? app fi 3 formulated as aqueous emulsions, as dry or wettable gff fi 3;??? and this application powders, as solutions or in any other suitable vehicle. The a (CL 167 30) insecticidal compositions can be utilized as sprays, as dusts, 10 as Aerosol mixtures, insecticidal coating compositions, This invention relates broadly to insecticidal compoand as residues. In general, they can be applied by sitions, and more particularly to insecticidal compositions method commonly u ed for control or eradication of containing 3 chlorophenyl' N isopropylcarbamate and insects, mites and the like. Thus these insecticidal com- 0,0-diethyl O-(7-(3-chloro-4-methylcouma1'yl) )thiophospositions can be formulated with solvents, diluents and phate, hereinafter referred to as B-Zl/ 199. More partlccarrier media, adhesives, spreading, wetting and. emulsifyularly, this invention relates to synergistic insecticidal ing agents and other'ingredients. compositions of these compounds wherein the insecticidal The elativ proportions of the a tive ingredients as effectiveness of each component is enhanced by the well as inert carriers, solvents, dispersants and the like' pigesence of the other to produce an unexpected combined may vary within wide limits, e ect. Thus the relative proportion (ratio) of the B-2l/ 199 When two or more substances in combination show an to the 3-chlorophenyl N-isopropylcarbamate can range unexpectedly high activity, as, for instance, insecticidal from 20parts of the former per 1 part of the latter to 1 activity, the resulting phenomenon is called synergism. part of the former per 40 parts of the latter and prefer- The mechanism of synergism is by no means understood. ably about 1 part of the former to about 5 parts of the It is, in fact, qiite probabl ighat it diifers with diitereglt latter, synergistlc com inations. e term synergism can e The quantities of the component toxicants in the final defined, however, as a cooperative action which is eninsecticidal compositions can range from 0.01% to countered in combinations of two or more biologically 25.00% for the B-2l/ 199 and from 0.05% to 50.00% active components in which the combined activity of the f the a ba ate, and preferably from 0.10% to 10 ()0% two components exceeds the sum of the activities of the for the B-21/ 199 and from 0.10% to 25.00% for the components when used alone. The insecticidal activity of carbamate, the mixed components cannot be predicted from known The procedures of the testing method are described values f the individual components, but is npredictable below. The details of the test experiments including the and depends on the individual activity of neither. type of formulation and mode of application or dosing, It is an object of this invention to provide insecticidal and the species of insects which served as test subjects compositions of enhanced killing power. Another object are given in the examples. of this invention is to produce novel compositions con- The test method used is described as follows: taining compounds capable of synergizing the knockdown and killing properties of individual toxicants. A further TulNTABLgMETHgD object of this invention is to provide compositions includ- House flzes.Th1s method 18 descr bed in the article, ing a relatively toxic phosphorus containing insecticide Campbell and Sullivan, Soap and Sanitary Chemicals 14 in whlch superior insecticidal activity is obtained because (6 1 19125, 149 (1938). The tests were carried out of the synergistic eifects, but in which the ultimate Wlth slight modifications from the method described 1n the 2232f ixfvfi iz iiiit fii e stii gii sgfi xzifni 'l hi i blie g s zd is equipped with 8 towers. The period pounds required when used in combination with the relabetween spraying and actual exposure of settling mist to tively less toxic carbamates. Other objects and advanthe test flies is 6 seconds, and flies are exposed to the tages of the invention will become apparent from the desettling mist for 10 minutes. The sprayer is operated at scription of the invention set forth below. 5 p.S.i.g. Five milliliters of test solution are used for each According to this invention, there are provided syntest. There is a filter paper placed in the bottom of each ergistic insecticidal compositions comprising 0,0-diethyl test dish containing the house flies undergoing tests. O-(7-(3-chloro-4-methylcoumaryl)) thiophosphate, here- Mortality counts are made after 24 hours. after called B-21/ 199, and 3-chlorophenyl N-isopropyl The flies used in these tests were reared according to carbamate. This carbamate may be prepared as destandard procedures established by the Chemical Spescribed in copending application Serial No. 812,113, filed cialties Manufacturers Association, as described in the May 11, 1959. article Feet-Grady Method in the 1952 Soap Blue Book.

The synergistic insecticidal compositions of this inven- The flies tested are 3 days old.

Table 1 NCOOR carbamate Phosphate Mortality, Test Method 'Iest Subject percent at Cone. Gone. 24 hrs. R R (mg/ Name (mg/100 ml.) ml.)

' -h 5 2 isopropyl 3 e lorophenyl 00 B 21/199 48 Do do 250 B-21/199 s4 T. 'tabledenionst'rates the unexpected effectiveness 9 of the insecticidal compositions of this invention against house flies. 4

This application is adivision of co-pending application Serial No. 496,596, filed March 24, 1955, now abandoned, which is a continuation-in-part of Serial No. 427,374, filed May 3, 1954, now abandoned.

That which is claimed as patentably novel is:

1. Synergistic insecticidal compositions comprising 0,0-diethyl O-(7-(3-chloro-4-methylcoumaryl) )thiophosphate and 3-ch1orophenyl N-isopropylcarbamate, wherein said components are present in the ratio of about five parts of said carbarnate per part of said thiophosphate.

2. The method of killing insects which comprises applying to the insects and their habitat a synergistic insecticidal composition comprising 0,0-diethyl O-(7-(3- chloro-4-methylcoumaryl))thiophosphate and 3-chlorophenyl N-isopropylcarbamate, wherein said components are present in the ratio of about five parts of said carbamate per part of said thiophosphate.

References Cited in the file of this patent UNITED STATES PATENTS J-elinek Apr. 11, 1950 Gysin May 25, 1954 OTHER REFERENCES King: U.S.D.A. Handbook N0. 69, May 1954, pp.

Sharp: Agr. News Letter, January February 1952. pp. 1-3.

Roark: U.S. Dept. Agr. Bulletin E-344 (May 1935),

Chemical Age, vol. 63, No. 1631 (1950), p. 540.

Dedication 2,990,322.H0Q0a'r'd A. Jones, and J 07m A. Garma'n, Baltimore, Md, and Berton 0. Dickinson, Lyndonville, N.Y. SYN ERGISTIO INSEOTICIDAL COMPOSITIONS. Patent dated June 27, 1961. Dedication filed Nov. 4, 1971, by the assignee, FMO Oarpomtion. Hereby dedicates to the Public the remaining term of said patent.

[Ofi'icz'al Gazette June 2'), 1.972.] 

2. THE METHOD OF KILLING INSECTS WHICH COMPRISES APPLYING TO THE INSECTS AND THEIR HABITAT A SYNERGISTIC INSECTICIDAL COMPOSITION COMPRISING O,O-DIETHYL O-(7-(3CHLORO-4-METHYLCOUMARYL))THIOPHOSPHATE AND 3-CHLOROPHENYL N-ISOPROPYLCARBAMATE, WHEREIN SAID COMPONENTS ARE PRESENT IN THE RATIO OF ABOUT FIVE PARTS OF SAID CARBAMATE PER PART OF SAID THIOPHOSPHATE. 